n-butyl chloride in ethylene glycol dimethyl ether
under argon; tin compound in DME cooled to -78 °C; nBuLi added; quench with excess alkyl halide;; poured in NH4Cl-soln./petroleum ether; sepn. of org. layer; dried; concd.; chromd.; NMR;
参考文献
Sawyer,J.S.; Kucerovy,A.; Macdonald,T.L.
Journal of the American Chemical Society, 1988 , vol. 110, p. 842
n-butyl chloride in ethylene glycol dimethyl ether
under argon; tin compound in DME cooled to -78 °C; LiBu added; quench with excess alkyl halide;; poured in NH4Cl-soln./petroleum ether; sepn. of org. layer; dried; concd.; chromd.; NMR;;
参考文献
Sawyer,J.S.; Kucerovy,A.; Macdonald,T.L.
Journal of the American Chemical Society, 1988 , vol. 110, p. 842
3-chloroprop-1-ene in ethylene glycol dimethyl ether
under argon; tin compound in DME cooled to -78 °C; nBuLi added; quench with excess alkyl halide;; poured in NH4Cl-soln./petroleum ether; sepn. of org. layer; dried; concd.; chromd.; NMR;
参考文献
Sawyer,J.S.; Kucerovy,A.; Macdonald,T.L.
Journal of the American Chemical Society, 1988 , vol. 110, p. 842
in tetrahydrofuran
Ar; butyltin-compound dissolved in THF cooled to -40 °C; LiBu added; stirred 15 min at -40 °C; Me3SnCl in THF was added; stirring 10 min;; poured into NH4Cl-soln. and petroleum ether; organic layer was separated, washed (brine); dried (Na2SO4); filtered; concd.; preparative TLC (ethyl acetate/petroleum ether 0.5:99.5);;
参考文献
Sawyer,J.S.; Kucerovy,A.; Macdonald,T.L.
Journal of the American Chemical Society, 1988 , vol. 110, p. 842
in tetrahydrofuran
Ar; butyltin-compound dissolved in THF cooled to -40 °C; LiBu added; stirred 15 min at -40 °C; Me3SnCl in THF was added; stirring 10 min;; poured into NH4Cl-soln. and petroleum ether; organic layer was separated, washed (brine); dried (Na2SO4); filtered; concd.; preparative TLC (ethyl acetate/petroleum ether 0.5:99.5);;
参考文献
Sawyer,J.S.; Kucerovy,A.; Macdonald,T.L.
Journal of the American Chemical Society, 1988 , vol. 110, p. 842
in tetrahydrofuran
under argon; tin-compound in THF was cooled to -78 °C; nBuLi was added over 1 min; stirring 15 min; quenching with NH4Cl-soln. (gas evolution);; poured into water; extn. (petroleum ether); org. layer dried (Na2SO4), filtered, concd. (vacuo); chromy. (silica gel; petroleum ether);;
参考文献
Sawyer,J.S.; Kucerovy,A.; Macdonald,T.L.
Journal of the American Chemical Society, 1988 , vol. 110, p. 842
copper(l) iodide in diethyl ether; hexane
T=-78°C;
参考文献
Batten, Richard J.; Coyle, John D.; Taylor, Richard J.K.; Vassiliou, Stamatios
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 1177 - 1182
